1-(2-[1]naphthyl-2-oxo-ethyl)-pyridinium; bromide | 6277-73-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-(2-[1]naphthyl-2-oxo-ethyl)-pyridinium; bromide
• 英文别名: 1-(2-[1]Naphthyl-2-oxo-aethyl)-pyridinium; Bromid；1-[2-(Naphthalen-1-yl)-2-oxoethyl]pyridin-1-ium bromide；1-naphthalen-1-yl-2-pyridin-1-ium-1-ylethanone;bromide
• CAS: 6277-73-2
• 化学式: Br*C₁₇H₁₄NO
• 分子量: 328.208
• InChiKey: IXFSXKFJVKAFDW-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  0.01
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  21
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(二甲基胺甲基)萘酚 、 1-(2-[1]naphthyl-2-oxo-ethyl)-pyridinium; bromide 以 乙腈 为溶剂， 反应 3.0h， 以72%的产率得到1,2-dihydronaphtho[2,1-b]furan-2-yl(1-naphthyl)methanone
  参考文献：
  名称：

  Reactions of o-Quinone Methides with Pyridinium Methylides: A Diastereoselective Synthesis of 1,2-Dihydronaphtho[2,1-b]furans and 2,3-Dihydrobenzofurans

  摘要：

  A simple, general route to the 1,2-dihydronaphtho[2,1-b]furans and 2,3-dihydrobenzofurans substituted at C-2 by an acyl or aryl group, starting from phenolic Mannich bases and pyridinium ylides, has been developed. The mechanism of the reaction is believed to involve the formation of the o-quinone methide intermediate, Michael-type addition of the ylide to the o-quinone methide, followed by intramolecular nucleophilic substitution.

  DOI：

  10.1021/jo400621r
• 作为产物：
  描述：

  吡啶 、 2-溴-1-萘-1-乙酮 生成 1-(2-[1]naphthyl-2-oxo-ethyl)-pyridinium; bromide
  参考文献：
  名称：

  一些杂环碱的季铵盐。

  摘要：

  DOI：

  10.1021/ja01210a505

文献信息

• Novel Synthesis of Multifunctionalized Spiro[benzofurancyclobutanes] via Aqueous Three-component Reaction Catalyzed by Theophylline
  作者：Amir Rashidi、Mohammad H. Mosslemin、Alireza Hassanabadi

  DOI：10.1080/00304948.2023.2178211

  日期：——

  Published in Organic Preparations and Procedures International: The New Journal for Organic Synthesis (Vol. 55, No. 5, 2023)

  发表于《国际有机制备和程序：有机合成新期刊》（第 55 卷，第 5 期，2023 年）
• Kroehnke, Chemische Berichte, 1936, vol. 69, p. 921,924
  作者：Kroehnke

  DOI：——

  日期：——
• Some Quaternary Ammonium Salts of Heterocyclic Bases. II^1,2
  作者：Jonathan L. Hartwell、Sylvia R. L. Kornberg

  DOI：10.1021/ja01210a505

  日期：1946.6
• Reactions of <i>o</i>-Quinone Methides with Pyridinium Methylides: A Diastereoselective Synthesis of 1,2-Dihydronaphtho[2,1-<i>b</i>]furans and 2,3-Dihydrobenzofurans
  作者：Vitaly A. Osyanin、Dmitry V. Osipov、Yuri N. Klimochkin

  DOI：10.1021/jo400621r

  日期：2013.6.7

  A simple, general route to the 1,2-dihydronaphtho[2,1-b]furans and 2,3-dihydrobenzofurans substituted at C-2 by an acyl or aryl group, starting from phenolic Mannich bases and pyridinium ylides, has been developed. The mechanism of the reaction is believed to involve the formation of the o-quinone methide intermediate, Michael-type addition of the ylide to the o-quinone methide, followed by intramolecular nucleophilic substitution.